40 research outputs found

    Heptamethine cyanine dyes in the design of photoactive carbon nanomaterials

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    Near-infrared (NIR) absorbing nanomaterials, built from anionic heptamethine cyanine dyes and single walled carbon nanotubes (SWCNTs) or few layer graphene (FLG), are presented. The covalent linkage, by using 1,3-dipolar cycloaddition reactions, results in nanoconjugates that synchronize the properties of both materials as demonstrated by the thoughtful characterization study carried out by transmission electron microscopy (TEM), atomic force microscopy (AFM), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FTIR) and X-ray photoelectron spectroscopy (XPS). UV-Vis-NIR and Raman spectroscopies further confirmed the unique electronic structure of the novel photoactive nanomaterials

    Switching the Stereoselectivity: (Fullero)Pyrrolidines “a la Carte”

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    Stereodivergent syntheses of <i>cis</i>/<i>trans</i> pyrrolidino­[3,4:1,2]­fullerenes and <i>endo</i>/<i>exo</i> pyrrolidines are reported with high enantioselectivity levels. Fullerenes are revealed as a useful benchmark to develop suitable catalysts to control the stereochemical outcome and to shed light on the mechanism involved in the related 1,3-dipolar cycloaddition

    Supramolecular Electronic Interactions in Porphyrin–SWCNT Hybrids through Amidinium–Carboxylate Connectivity

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    New supramolecular (metal)­porphyrin/SWCNT hybrids have been synthesized through a combination of hydrogen bond and electrostatic interactions. Our experimental findings reveal through different techniques (XPS, TGA, UV−vis, Raman, and TEM) an efficient n-doping of the SWCNT from the electron donor (metal)­porphyrin through the efficient and strong amidinium–carboxylate connectivity

    ExTTF-Based Dyes Absorbing over the Whole Visible Spectrum

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    International audienceNew push−pull dyes featuring π-extended tetrathiafulvalene (exTTF) as the donor group and tricyanofuran (TCF) as the acceptor group were synthesized and characterized. Their broad absorption covers the entire visible spectral range and enters the near-infrared region. Electrochemistry and theoretical calculations provided an understanding of these singular electronic properties. The new dyes are appealing candidates as light harvesters in photovoltaic devices

    Maleimide and Cyclooctyne-Based Hexakis-Adducts of Fullerene: Multivalent Scaffolds for Copper-Free Click Chemistry on Fullerenes

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    The synthesis of multivalent systems based on hexakis-adducts of [60]­fullerene employing a biocompatible copper-free click chemistry strategy has been accomplished. A symmetric hexakis-adduct of fullerene bearing 12 maleimide units (<b>3</b>) is reported, and it has been employed to carry out the thiol-maleimide Michael addition. To achieve orthogonal click addition, an asymmetric derivative bearing one maleimide and 10 cyclooctynes has been synthesized. The sequential and one-pot transformations of the two clickable groups have been explored, finding the best results in the case of the one-pot experiment. This route has been used to obtain a biocompatible hexakis-adduct appended with two different biomolecules, carbohydrates, and amino acids

    Nanorods versus Nanovesicles from Amphiphilic Dendrofullerenes

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    Three new amphiphilic dendrofullerenes endowed with 4, 8, and 16 carboxylic groups have been efficiently prepared by using a click chemistry methodology. These amphiphilic fullerene derivatives aggregate forming micelles, nanorods, or hollow vesicles depending on the concentration and on the solid substrate

    Coordinating Electron Transport Chains to an Electron Donor

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    Two electron transport chains (<b>2</b> and <b>3</b>) featuring two fullerenes with different electron acceptor strengths have been synthesized, characterized, and coordinated to a light harvesting/electron donating zinc porphyrin. Electrochemical assays corroborate the redox gradients along the designed electron transport chains, and complementary absorption and fluorescence titrations prove the assembly of ZnP-<b>2</b> and ZnP-<b>3</b> hybrids
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